2',3'-o-Isopropylideneadenosine

Name: 2',3'-o-Isopropylideneadenosine
Brand: ChemScene
Availability: InStock
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CAS No. 362-75-4
Cat. No. CS-W008048
Purity≥98%
MDL No.MFCD00005756

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2',3'-o-Isopropylideneadenosine|CS-W008048

Structure of 362-75-4

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Description

2',3'-O-Isopropylideneadenosine features a protected ribose moiety that enhances stability during nucleoside synthesis and purification. The isopropylidene group selectively masks the 2' and 3' hydroxyls, enabling efficient orthogonal protection in carbohydrate-directed reactions. This derivative simplifies downstream modifications in oligonucleotide assembly and facilitates handling under standard bench conditions.

Application

2',3'-O-Isopropylideneadenosine serves as a key protected nucleoside intermediate in oligonucleotide synthesis and carbohydrate chemistry. The isopropylidene acetal selectively protects the 2' and 3' hydroxyl groups of adenosine, offering enhanced stability during acidic conditions and facilitating orthogonal deprotection workflows. Its bench-stable nature and compatibility with standard coupling protocols make it a practical choice for building complex glycosylated scaffolds and modified nucleosides in medicinal chemistry applications.

General Information

CAS No. 362-75-4
Cat. No. CS-W008048
Purity ≥98%
MDL No. MFCD00005756
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇N₅O₄
Molecular Weight 307.31
Synonym(s) None
SMILES CC1(C)O[C@H]2[C@@H](O1)[C@H](N3C(N=CN=C4N)=C4N=C3)O[C@@H]2CO

Computational Chemistry Data

TPSA 117.54
LogP -0.1817
H_Acceptors 9
H_Donors 2
Rotatable_Bonds 2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Life Science Nucleosides & Nucleotides 2'-O-Me-phosphoramidite Monomer

Chemical Biology Nucleic Acid Chemistry Methylated Nucleosides

Chemical Biology Nucleic Acid Chemistry Nucleoside Phosphoramidites

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleosides

Key Words

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2',3'-o-Isopropylideneadenosine

CAS No. 362-75-4

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